2-[(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)methoxy]ethyl (2S)-2-amino-3-methylbutanoate hydrochloride

• ChemBase ID: 73296
• Molecular Formular: C13H21ClN6O4
• Molecular Mass: 360.79664
• Monoisotopic Mass: 360.13128086
• SMILES: [nH]1c(nc2c(c1=O)ncn2COCCOC(=O)[C@H](C(C)C)N)N.Cl
• Canonical SMILES: CC([C@@H](C(=O)OCCOCn1cnc2c1nc(N)[nH]c2=O)N)C.Cl
• InChI: InChI=1S/C13H20N6O4.ClH/c1-7(2)8(14)12(21)23-4-3-22-6-19-5-16-9-10(19)17-13(15)18-11(9)20;/h5,7-8H,3-4,6,14H2,1-2H3,(H3,15,17,18,20);1H/t8-;/m0./s1
• InChIKey: ZCDDBUOENGJMLV-QRPNPIFTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)methoxy]ethyl (2S)-2-amino-3-methylbutanoate hydrochloride
• IUPAC Traditional name: valacyclovir hydrochloride; 2-[(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)methoxy]ethyl (2S)-2-amino-3-methylbutanoate hydrochloride
• Synonyms: Valaciclovir HCl; Valtrex; Zelitrex; Valaciclovir Hydrochloride; (S)-2-((2-amino-6-oxo-1H-purin-9(6H)-yl)methoxy)ethyl 2-amino-3-methylbutanoate hydrochloride

Database IDs

• CAS Number: 124832-27-5; 124832-26-4
• PubChem SID: 162038216
• PubChem CID: 60772

CALCULATED PROPERTIES

• Acid pKa: 10.160745
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -2.5221028
• LogD (pH = 7.4): -0.91812485
• Log P: -0.57631254
• Molar Refractivity: 81.0675 cm^3
• Polarizability: 30.825937 Å^3
• Polar Surface Area: 146.85 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: -20°C

Pharmacology Properties

• Mechanism of Action: Aciclo-GTP is a very potent inhibitor of viral DNA polymerase; Prodrug of aciclovir.

Product Information

• Salt Data: hcl; HCl
• Application(s): Active against herpes simplex and herpes zoster (shingles), Varicella zoster virus (VZV), Epstein-Barr virus (EBV), Cytomegalovirus (CMV); Antiviral agent

DETAILS

Selleck Chemicals - S1876

Research Area: Infection
Biological Activity:

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